Polymerizable absorbers of UV and high energy visible light
AssigneeJohsnon & Johnson Vision Care, Inc.
InventorsStephen C. Arnold, Shivkumar Mahadevan, Ghulam Maharvi
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Abstract
Described are polymerizable high energy light absorbing compounds of formula I: wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, and X are as described herein. The compounds absorb various wavelengths of ultraviolet and/or high energy visible light and are suitable for incorporation in various products, such as biomedical devices and ophthalmic devices.
Claims19
An ophthalmic device that is a free radical reaction product of a reactive mixture comprising:
- one or more monomers suitable for making the ophthalmic device;
- and a polymerizable high energy light absorbing compound of formula I:
- wherein R1, R2 and R3 are independently H, C1-C6 alkyl, C5-C8 cycloalkyl, C1-C6 alkoxy, aryl, aryloxy, halo, or —Y—Pg;
- X is CR4R5, O, S, or NR4;
- R4, R5, R6, R7, R8, and R9 are independently H, C1-C6 alkyl, C5-C8 cycloalkyl, or —Y—Pg;
- Y is a linking group;
- and
- Pg is a polymerizable group comprising (meth)acrylate or (meth)acrylamide,
- wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, and R9 is —Y—Pg.
A method for making an ophthalmic device, the method comprising:
- (a) providing a reactive mixture containing a compound of formula I:
- wherein R1, R2 and R3 are independently H, C1-C6 alkyl, C5-C8 cycloalkyl, C1-C6 alkoxy, aryl, aryloxy, halo, or —Y—Pg;
- X is CR4R5O, S, or NR4;
- R4, R5, R6, R7, R8, and R9 are independently H, C1-C6 alkyl, C5-C8 cycloalkyl, or —Y—Pg;
- Y is a linking group;
- and
- Pg is a polymerizable group comprising (meth)acrylate or (meth)acrylamide,
- wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, and R9 is —Y—Pg;
- and
- one or more device forming monomers, and a radical initiator;
- and
- (b) polymerizing the reactive mixture to form the ophthalmic device.
A silicone hydrogel contact lens that is a reaction product of a reactive mixture comprising:
- the polymerizable high energy light absorbing compound of formula I:
- wherein R1, R2 and R3 are independently H, C1-C6 alkyl, C5-C8 cycloalkyl, C1-C6 alkoxy, aryl, aryloxy, halo, or —Y—Pg;
- X is CR4R5, O, S, or NR4;
- R4, R5, R6, R7, R8, and R9 are independently H, C1-C6 alkyl, C5-C8 cycloalkyl, or —Y—Pg;
- Y is a linking group;
- and
- Pg is a polymerizable group comprising (meth)acrylate or (meth)acrylamide,
- wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, and R9 is —Y—Pg;
- and one or more monomers suitable for making an ophthalmic device.
Dependencies are inferred from the claim text.